dibromobis(N,N'-diphenylpentane-2,4-diimine)nickel(II) | 506431-19-2

• 英文名称: dibromobis(N,N'-diphenylpentane-2,4-diimine)nickel(II)
• 英文别名: 1,5-bis(phenyl)pentanediiminedibromonickel(II)；dibromo(N,N-bis(phenyl)-2,4-pentanediimine)nickel(II)；(N,N-bis(phenyl)-2,4-pentanediamine)dibromonickel(II)
• CAS: 506431-19-2
• 化学式: C₁₇H₁₈Br₂N₂Ni
• 分子量: 468.841
• InChiKey: XKCOLQUTORWOGL-JWRHQXMQSA-L

计算性质

• 辛醇/水分配系数(LogP)：
  None
• 重原子数：
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• 可旋转键数：
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• 环数：
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• sp3杂化的碳原子比例：
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• 拓扑面积：
  None
• 氢给体数：
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• 氢受体数：
  None

反应信息

• 作为产物：
  描述：

  乙酰丙酮 在 盐酸 作用下， 以 二氯甲烷 、 水 为溶剂， 反应 132.0h， 生成 dibromobis(N,N'-diphenylpentane-2,4-diimine)nickel(II)
  参考文献：
  名称：

  Ethylene oligomerization using nickel-β-diimine hybrid xerogels produced by the sol–gel process

  摘要：

  Nickel-beta-diimine complexes have been used as homogeneous- and heterogeneous-phase oligomerization catalysts. The following complexes have also been heterogenized on silica using the sol-gel method: 1,5-bis(phenyl)-pentanediimine-dibromonickel(II) (A), 1,5-bis(2,6-dimethylphenyl)-2,4-pentanediimine-dibromonickel(II) (B) and 1,5-bis(2,4,6-trimethylphenyl)-2, 4-pentanediimine-dibromonickel(II) (C). The synthesis of the xerogels was performed employing 3-chloropropyltrimethoxysilane (CPTMS), tetraethylorthosilicate (TEOS) and HF. The hybrid beta-diimine/silica materials are used in combination with ethylaluminum sesquichloride (EASC) and have been shown to be outstanding ethylene oligomerization catalyst systems. Under mild reactions conditions, the homogeneous and heterogenized catalysts had high turnover frequencies (between 1800 and 210,000h(-1)). The best selectivities were obtained with the heterogenized catalysts, which give 100% of C-4 fraction with 1-butene selectivities of up to 91%. (C) 2012 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.apcata.2012.09.024
• 作为试剂：
  描述：

  乙烯 在 dibromobis(N,N'-diphenylpentane-2,4-diimine)nickel(II) 、 ethylaluminum sesquichloride 作用下， 以 甲苯 为溶剂， 10.0 ℃ 、1.52 MPa 条件下， 反应 0.5h， 生成 丁烯
  参考文献：
  名称：

  Ethylene oligomerization using nickel-β-diimine hybrid xerogels produced by the sol–gel process

  摘要：

  Nickel-beta-diimine complexes have been used as homogeneous- and heterogeneous-phase oligomerization catalysts. The following complexes have also been heterogenized on silica using the sol-gel method: 1,5-bis(phenyl)-pentanediimine-dibromonickel(II) (A), 1,5-bis(2,6-dimethylphenyl)-2,4-pentanediimine-dibromonickel(II) (B) and 1,5-bis(2,4,6-trimethylphenyl)-2, 4-pentanediimine-dibromonickel(II) (C). The synthesis of the xerogels was performed employing 3-chloropropyltrimethoxysilane (CPTMS), tetraethylorthosilicate (TEOS) and HF. The hybrid beta-diimine/silica materials are used in combination with ethylaluminum sesquichloride (EASC) and have been shown to be outstanding ethylene oligomerization catalyst systems. Under mild reactions conditions, the homogeneous and heterogenized catalysts had high turnover frequencies (between 1800 and 210,000h(-1)). The best selectivities were obtained with the heterogenized catalysts, which give 100% of C-4 fraction with 1-butene selectivities of up to 91%. (C) 2012 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.apcata.2012.09.024

文献信息

• β-Diimine nickel complexes in BMI·AlCl 4 ionic liquid: a catalytic biphasic system for propylene oligomerization
  作者：Katiúscia Machado Nobre Borba、Michèle Oberson de Souza、Roberto Fernando de Souza、Katia Bernardo-Gusmão

  DOI：10.1016/j.apcata.2017.03.014

  日期：2017.5

  attained with NiNPhMe3 (91%). Under biphasic conditions, all the catalysts showed activities similar or slightly superior to those obtained under homogeneous conditions; the highest activity was attained with NiNPh (10.8 s−1), and the highest selectivity for propylene dimers was attained with NiNPhMe3 (98.3%). Under both reaction conditions, i.e., homogeneous and biphasic, 2-methyl-2-pentene was the

  使用没有，两个或三个甲基取代的苯基氨基基配体（NPh）合成了β-二胺镍配合物。测试了与倍半氯化乙基铝（EASC）缔合的NiNPh，NiNPhMe 2和NiNPhMe 3配合物在均相和双相条件下使用环己烷和离子液体1-甲基-3-丁基咪唑鎓进行的丙烯低聚反应四氯铝酸盐（BMI·AlCl 4）。评估了两种体系的助催化剂/镍络合物比率（Al / Ni = 100和200）。在均相条件下，使用NiNPh和Al / Ni = 100（9 s -1）可获得最高的活性，而使用NiNPhMe可获得丙烯二聚体的最高选择性3（91％）。在双相条件下，所有催化剂均显示出与均相条件下相似或稍高的活性。NiNPh（10.8 s -1）的活性最高，而NiNPhMe 3（98.3％）的丙烯二聚体的选择性最高。在两种反应条件下，即均相和双相，2-甲基-2-戊烯是主要产物。然而，当反应在双相条件下进行时，与使用均相系统形成的
• Friedel-Crafts Alkylation of Toluene as a Parallel Reaction in Propylene Dimerization Catalyzed by Nickel β-Diimine Complex/EASC in Homogeneous Phase
  作者：Isabel Vicente、Katia Bernardo-Gusmão、Michèle O. de Souza、Roberto F. de Souza

  DOI：10.5935/0103-5053.20140225

  日期：——

  A oligomerizacao do propeno foi realizada utilizando o complexo dibromo-bis(N, N'-difenilpentano-2,4- diimina) niquel(II) como precursor catalctico combinado ao sesquicloreto de etilaluminio (Al2Et3Cl3, EASC) como co-catalisador. A 10 degrees C, usando o tolueno como solvente, altas frequencias de rotacao foram obtidas (ate 57000 h(-1)) com alta seletividade em produtos C-6 (ate >99%) e seletividade moderada em C-6 linear (ate 29%). Observou-se que nas condicoes experimentais empregadas o propeno reagiu com tolueno por reacao de Friedel-Crafts. O aumento da concentracao de precursor catalitico, mantendo constante a relacao precursor/co-catalisador, teve por efeito de aumentar a selectividade para os produtos de oligomerizacao em relacao aos produtos de alquilacao por reacao de Friedel-Crafts.Propylene oligomerization was performed using dibromo-bis(N,N'-diphenylpentane-2,4diimine) nickel(II) complex as catalytic precursor combined with ethyl aluminum sesquichloride (Al2Et3Cl3, EASC) as co-catalyst. At 10 degrees C, using toluene as solvent, high turnover frequencies (up to 57,000 h(-1)) with high selectivities to C-6 products (up to >99%) and moderate linear C-6 selectivity (up to 29%) were obtained. Under our reaction conditions propylene reacted with toluene through Friedel-Crafts reaction. Increasing the concentration of catalyst precursor keeping the nickel complex/co-catalyst ratio constant increased the selectivity of the oligomerization products vs. Friedel-Craft products.